Trail Running calendar near Brentwood 2026-2027

We have found 467 Trailruns within 80 miles of Brentwood. See below where and when you can find the races.

Experience the scenic Surrey Hills on a supported 50km, 25km, or 10km challenge along the North Downs Way. Walk, jog, or run with full hospitality and rest stops starting from the Guildford basecamp.

MacTuffX London offers a unique interval based competition featuring 400m and 800m repetitions. Participants can compete individually or in teams of two or more across six different event categories in August 2026.

Run along the scenic Vanguard Way on an undulating out and back course from Croydon through the North Downs. Choose between a full or half marathon and enjoy a route filled with historic landmarks and woodland trails.

A timed Friday run on a 5.3 km out and back towpath loop along the River Thames. The event is promoted as a ten pound charity entry for Rays of Sunshine and includes a double sided finisher medal.

The MTC Windsor Ultra is a 47-mile point-to-point race along the Thames Path. Runners travel from Henley to Kingston, passing landmarks like Windsor Castle. All finishers receive a bespoke medal and event apparel.

Test your endurance at this 12 hour multi terrain event in St Neots. Run solo or in a team on a flat 5.3km loop featuring a festival atmosphere with live music and on site camping.

Experience a 103 mile continuous trail journey from the Surrey Hills to Ashford. This Western States Qualifier features 11,000 feet of climb across the North Downs Way with a 30 hour time limit.

UTMB Index

Experience a scenic point to point race through the historic Stour Valley Path. Choose between 100km or 50km distances along a well marked trail connecting Newmarket to the village of Cattawade.

UTMB Index

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.

Experience the muddiest summer race at Bordon featuring woodland trails and sandy terrain. Choose between one or two laps of a bog filled course designed for those who enjoy technical single tracks and steep hills.

Experience a scenic run through undulating country lanes and the beautiful Mount Ephraim Gardens in Kent. This event features a 10K race and a Junior Run while supporting local charitable causes.

Experience a flat and scenic out and back race along the historic Thames Path with marathon, half marathon, and 10km options starting from Richmond.

Choose a multi-terrain 10k or half marathon through the Kent countryside near Wye. The route passes a historic chalk crown carved for a king's coronation. Facilities include refreshments and a post-race gathering area.

The Hart 4 is a four-hour trail relay where teams of four race a scenic 4km loop at Minley Manor. With categories for male, female, and mixed teams, it's a fun, traffic-free challenge. The event features chip timing, medals for all, and a l..

Experience a scenic trail run through the Bedfordshire and Hertfordshire countryside. Choose between three distances starting from Luton Sports Village with access to full leisure facilities including showers and a café.

Enjoy a flexible seven hour time challenge along the scenic River Thames in Egham. Run or walk as many laps as you choose to earn a medal and special distance pins on a flat, paved course.

Explore the scenic Harborough Round on a 50 km or 100 km journey through historic villages and countryside. This supported ultra marathon features iconic landmarks like Foxton Locks and the Kelmarsh Tunnel.

Celebrate twenty years of trail sports with a 15 mile run or a 15 km hike through scenic environments. Enjoy a flexible start format and post race rewards in a social pub garden setting.

Experience a scenic off road race along riverbanks and old railway lines. This half marathon features flint paths and stiles with full facilities and finisher medals at the Henfield Leisure Centre.

Experience a scenic trail run through Wendover Woods with distances ranging from a junior race to a half marathon. Enjoy gravel paths and views of the Chilterns with chip timing and themed medals for all finishers.